WO1992020226A1 - Agricultural composition for controlling diseases caused by actinomycetes - Google Patents

Agricultural composition for controlling diseases caused by actinomycetes Download PDF

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Publication number
WO1992020226A1
WO1992020226A1 PCT/JP1992/000661 JP9200661W WO9220226A1 WO 1992020226 A1 WO1992020226 A1 WO 1992020226A1 JP 9200661 W JP9200661 W JP 9200661W WO 9220226 A1 WO9220226 A1 WO 9220226A1
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Prior art keywords
sample
actinomycetes
soil
composition
ether
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PCT/JP1992/000661
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French (fr)
Japanese (ja)
Inventor
Naoki Akiyama
Tadao Hasegawa
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Mitsubishikasei Polytec Co.
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Publication of WO1992020226A1 publication Critical patent/WO1992020226A1/en

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N33/00Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02Amines; Quaternary ammonium compounds
    • A01N33/04Nitrogen directly attached to aliphatic or cycloaliphatic carbon atoms
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N33/00Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02Amines; Quaternary ammonium compounds
    • A01N33/08Amines; Quaternary ammonium compounds containing oxygen or sulfur

Definitions

  • the present invention relates to an agricultural composition for controlling disease caused by actinomycetes, such as scab, which is caused by Masaru, sweet potato, sugar beet, radish, ginseng and the like and causes great damage.
  • the scab disease caused by actinomycetes is caused by horse bell, sweet potato, sugar beet, radish, carrot, etc. and causes great damage.
  • actinomycetes when the scab is infected, raised spots are formed on the surface of the tuber, which gradually expands and the surface becomes rough and rigid, giving a scab. For this reason, not only does the appearance become unsightly, the commercial value is reduced, but also the potatoes that have been infected with scabs have a reduced starch content. Give a big blow.
  • seeds such as potatoes are immersed in a mixture of an antibiotic such as streptomycin and a copper wettable powder, or immersed in a PCNB agent. Have been disinfected.
  • an antibiotic such as streptomycin and a copper wettable powder
  • a PCNB agent such as a copper wettable powder
  • the soil where scabs have developed is generally fumigated with Kokulpicrin.
  • the present invention has been made in view of the above circumstances, and an object of the present invention is to provide an agent effective against plant diseases caused by actinomycetes represented by scabs.
  • an object of the present invention is to provide an agent effective against plant diseases caused by actinomycetes represented by scabs.
  • R!, R 2, R 3 and R 4 are hydrogen or Chokukusaria Rui branched alkyl group having a carbon. 1 to 3, A is linear or branched chain alkyl group having from 1 to 6 carbon, n represents 0 An integer from 5 to 5)
  • the present invention relates to an agricultural composition for controlling a disease caused by actinomycetes, which comprises one or more selected from the group as an active ingredient.
  • General formula which is a raw material of the polymer or copolymer which is the active ingredient of the present invention
  • R j, R 2 , R. and R 4 are hydrogen or a linear or branched alkyl group having 1 to 3 carbon atoms, A is a linear or branched alkyl group having 1 to 6 carbon atoms, and n is 0 An integer from 5 to 5)
  • the epihalohydrin which reacts with the amine is represented by the general formula:
  • halogen may be any of fluorine, chlorine, bromine and iodine, but is preferably epichlorohydrin for economic reasons.
  • alkylene dihalide a general formula
  • dichloroethane Specifically, dichloroethane, dichloroprononone, dichlorobutane, dichlorohexane, dibromoethane, and promochloroproha.
  • Dibromopropane Dibutenemohexane, dichlorononane and the like.
  • 1,3-dichloropropane are preferred due to their reactivity with amines and economic reasons.
  • (D is absent, or a linear or branched alkylene group having 1 to 4 carbon atoms, or a group represented by one (CH 2 -0-CH 2 ) m , where m is 1 to 4)
  • the following are specifically used: 1,3-butadiene japoxide, 1,4-pentadiene japoxide, 1,5-hexadienpoxide, 1,6 — ⁇ Butadiene japoxide, 1,7-year-old kuta jenpoxide, ethylene glycol glycidyl ether, triethylene dalicydyl ether, etc.
  • the dihalogeno alkyl ether is represented by the general formula:
  • R 5 and R g are a linear or branched alkylene group having 1 to 4 carbon atoms, X is a halogen, and d is an integer of 1 to 12)
  • 1, 2,2′—dichloroethyl ether, 2,2, dibromoethyl ether, 3,3, dichloromethyl propyl ether, 2,3-dichloro mouth propyl ether, 4,4'-dichlorobutyl ether, 4,4'-dibromobutylbutyl ether and the like.
  • the degree of polymerization is up to 10 Examples include dihalogenoethyl ether which can be obtained by a dehydration reaction or the like from an ethylene oxide polymer and an alkyl alcohol halide.
  • dichloroethyl ether 2,2, -dichloroethyl ether
  • dichloroethyl ether 2,2, -dichloroethyl ether
  • the above-mentioned ephalohydrin, alkylenedihalide, japoxide and dihalogenoalkyl ether may be used alone or in combination of two or more kinds for each component. In the case of mixing two or more kinds, there is no particular limitation as long as the sum of the number of moles of the mixture is substantially equal to the number of moles of the amide.
  • a closed type reaction vessel equipped with a stirrer was prepared by making the sum of the moles of one compound selected from the group consisting of the epoxides and dihalogenoalkyl ethers, or the sum of the moles of the mixture approximately equal to the moles of the amine.
  • the reaction is preferably performed under an inert gas atmosphere with the temperature inside the reaction vessel in the range of 30 to 100.
  • a 20 to 70% aqueous solution of the above-described amine is charged into a closed reaction vessel equipped with a stirrer, a reflux condenser, a thermometer, and the like, and the atmosphere in the vessel is replaced with nitrogen gas. Then, while stirring, the temperature in the reaction vessel is adjusted to a predetermined temperature, and a single compound selected from the group consisting of epihalohydrin, alkylenedihalide, gepoxide, and dihalogenoalkyl ether, or a mixture thereof is continuously fed. It may be added in a targeted or batch manner. However, 100% amine can be used as an amine. Water is mainly used as the reaction solvent, but methyl alcohol, ethyl alcohol or dimethylformamide may be used in consideration of the solubility of the raw materials and the reaction products.
  • the water-soluble polymer thus obtained is further processed to convert a halogen (derived from epihalohydrin, alkylenedihalide and dihalogenoalkyl ether) as a counterion into another anion, for example, may be used instead of so 4 — or remove counter ions
  • a halogen derived from epihalohydrin, alkylenedihalide and dihalogenoalkyl ether
  • the leverage polymer may be a hydroxide.
  • These water-soluble polymers can be made into a solid by removing the solvent (usually water), or can be produced as an aqueous solution as it is, or by diluting or concentrating as needed. Can also be used.
  • the alkyleneimine polymer has the general formula:
  • R 7 is an alkylene group, preferably a straight-chain or branched-chain alkylene group having 1 to 8 carbon atoms. A plurality of R 7 may be the same or different. The degree of polymerization of is shown.
  • a polymer represented by the formula is used, but these aldimylene polymers do not necessarily have to have a completely linear structure as shown in the above general formula, and may have a branch. No problem. Also, a quaternary salt of an alkyleneimine polymer obtained by adding hydrochloric acid or the like to the alkyleneimine polymer may be used.
  • alkyleneimine polymer examples include an ethyleneimine polymer, a propyleneimine polymer, a trimethyleneimine polymer, a tetramethyleneimine polymer, and a hexamethyleneimine polymer.
  • ethyleneimine polymer examples include an ethyleneimine polymer, a propyleneimine polymer, a trimethyleneimine polymer, a tetramethyleneimine polymer, and a hexamethyleneimine polymer.
  • polymers of ethyleneimine are particularly preferred for economic reasons. This is generally obtained by ring-opening polymerization using ethyleneimine and cation catalysts, but also other reactions such as the reaction of ethyleneimine with ethylenedihalide or ammonia, the condensation reaction of ethanolamine, etc. Can also be obtained.
  • the above amine reactant and alkyleneimine polymer are dissolved in 2 mol / ⁇ of KBr aqueous solution and measured and calculated.
  • the intrinsic viscosity at 25 ° C is calculated.
  • the magnitude of the molecular weight can be determined.
  • the limiting viscosity [7?] Is less than 1 Zg, preferably less than 0.6 dZg, more preferably less than 0.4 d, since the effect on actinomycetes is stronger in the lower molecular weight range.
  • ⁇ Z g or less is desirable, but is not particularly limited to that range.
  • the active ingredient of the present invention can be used not only in each of the above polymers but also in a copolymer. That is, a copolymer obtained by reacting at least one compound selected from the group consisting of ephalohydrin, alkylenedihalide, epoxide, and dihalogenoalkyl ether with an amine represented by the above general formula, alkylene imide It may be a copolymer, or a copolymer of the above-mentioned polymer or the above-mentioned copolymer and the above-mentioned alkylene imide polymer.
  • the active ingredient of the present invention When cultivating a crop susceptible to actinomycetes, such as potato, such as potato, the active ingredient of the present invention alone or in the soil at an appropriate time from 1 to 2 months before the planting of the crop and immediately before planting.
  • the mixture is diluted with water and other solvents to 110-: LZ 100,000 Diluted as it is, or mixed with other pesticides, fertilizers, etc., and sprayed or dropped Mix.
  • the application rate of the present composition is preferably 0.2 to 20 kg per 10 ares, but is not limited to this range.
  • the aqueous solution of the composition When spraying on soil, the aqueous solution of the composition is mixed relatively thickly with the soil itself, or absorbed into formic lime, calcium carbonate, chemical fertilizer, and other inorganic diatomaceous earth zeolites. After that, there is a method of mixing with the cultivation soil.
  • the seeds or seed potatoes of the crop are immersed or applied to a solution obtained by diluting the active ingredient of the present invention to 1Z10 to 1Z10,000 with a solvent such as water, or a mixture thereof with other pesticides. Then, bringing the seeds and the like into sufficient contact with the drug is also effective in preventing the disease.
  • the use ratio of the present composition in soil admixture or seed disinfection is not limited to a limited range, but a small amount has a sufficient effect, so that a use amount of about 1/50 to 1Z1000 is appropriate.
  • composition of the present invention When the composition of the present invention is applied in this manner, plant scabs and other plant diseases caused by actinomycetes can be easily suppressed, and the yield of crops increases. In addition, since it is not necessary to cultivate under conditions that are not suitable for cultivation (pH, etc.) in order to avoid disease as in the past, the yield can be increased in this respect, and continuous cultivation is possible. .
  • composition of the present invention can be said to be completely breakthrough against diseases caused by actinomycetes.o
  • the present invention also has the following effects, and is extremely high in practical value.
  • composition of the present invention is substantially non-volatile, there is no need to pay attention to the surrounding safety when using the composition.
  • composition of the present invention has no effect on the germination rate, leaf bud rate, etc. of the crop, and has no adverse effects on cultivation.
  • composition of the present invention is extremely safe, non-irritating to warm-blooded animals, and extremely simple to use.
  • composition of the present invention is substantially harmful to useful soil microorganisms. As it does not lose the balance of soil microorganisms, crops can be grown using normal cultivation methods.
  • the active ingredient of the composition of the present invention was known as a settling accelerator or a flocculant, but such an effect on agricultural crops was completely unexpected.
  • composition of the present invention has been described for scabs occurring in crops such as potatoes such as potatoes, potatoes, radishes, and carrots.
  • Diseases caused by actinomycetes are not limited to scabs. Can be controlled.
  • Example 1 effects on actinomycetes Streptomyces (Streptomyces) and other microorganisms, in Example 2, results from pot tests, and in Example 3, experiments on experimental farms In Example 4, the effect of seed disinfection will be described.
  • a mixture of epichlorohydrin and propylene dichloride in a 40% aqueous solution of the amide mixture was maintained at a reaction temperature of 90 ° C until the molar ratio of the mixture of chlorides was almost 1: 1.
  • a 50% aqueous solution of a mixture of dimethylamine and ⁇ , ⁇ , ⁇ , ,, ⁇ , ⁇ -tetramethylethylenediamine prepared in a molar ratio of 1: 0.3 in advance, and a molar ratio of 0,5 : Ethylene glycol glycidyl ether and dichloroethyl ether in an aqueous mixed amine solution until the molar ratio of the mixture of ethylene glycol glycidyl ether and dichloroethyl ether prepared in the ratio of 1: 1 becomes approximately 1: 1.
  • the mixture was added while maintaining the reaction temperature at 70 ° C, and mixed by stirring.
  • the resulting mixed reaction composition (intrinsic viscosity [??] measured with a 2 mol / ⁇ KBr aqueous solution) was 0.33.
  • a 50% aqueous solution of a mixture of dimethylamine and N, N, N,, ⁇ , ⁇ , 1-tetramethylethylenediamine prepared in a molar ratio of 1: 0.3 in advance, and a molar ratio of 1: 1
  • the mixture of epichlorohydrin and propylene dichloride was added to the mixed amine aqueous solution while maintaining the reaction temperature at 80 ° C, and mixed by stirring.
  • a sample having a limiting viscosity force of 0.23 di / g measured with an aqueous KBr solution of the above) was diluted with water to obtain a sample having a purity of 50% by weight, which was designated as Sample D.
  • This sample A was sprayed and mixed on calcium carbonate for soil admixture, dried at 60 ° C, and a sample of this composition: calcium carbonate 1: 9 was prepared, and this sample F was obtained.
  • Streptomyces MAFF 03-01524 was obtained from the Agricultural and Biological Resources Institute, Ministry of Agriculture, Forestry and Forestry, and the bacteria were Staphylococcus aureus ATCC 6538 and Pseudodomo. Using Pseudomonas aeruginosa P2, the fungus Aureobas idium H 2627 and Candida albicans IF 01594, MIC (minimum inhibitory concentration) and MCC (minimum sterilization) in the medium Concentration) was measured.
  • Bacteria Pre-cultured in 5 m of SCD pros at 35 ° C. for 24 hours and adjusted to a bacterial count of about 10 6 / m 2 was used as a test bacterial solution.
  • Yeast GP broth 5 precultured for 48 hours at 3 5 ° C in m, prepared in as saline give a cell number 1 X 1 0 6 Zm, was tested bacterial solution.
  • Mold Potato dextroses were inoculated on slant medium and pre-cultured at 30 ° C for 10 days. Its slope to 0.0 5% preparative window I over emissions (Twe en) Put 8 0 saline, and adjusted to be spore number 1 XI 0 6 / m &, and a test bacterial solution.
  • MIC and MCC were measured by the liquid medium dilution method.
  • each test tube is inoculated with 0.1 ⁇ m of the test bacterial solution, cultured for 5 days at 25 ° C for actinomycetes, cultured for 48 hours at 35 ° C for bacteria and yeast, and for 7 days at 30 ° C for mold. After culturing, the MIC value was determined based on the minimum sample concentration in the test tube where no turbidity was visually observed.
  • Stapn lococcus MIC 750 1,500 3,000 1,500 1,500 ' ⁇ aureus MCC 1,500 3,000 3,000 3,000 3,000;
  • the pots were laid outdoors and grown, and 70 days after planting, the tubers were dug up and examined for tubers weighing about 15 g or more.
  • the diseased potatoes were also regarded as diseased potatoes, and the diseased potatoes were divided by the harvest amount, and the lesion area ratio (the disease area divided by the harvested potato amount) was determined.
  • the granular compound fertilizer and calcium carbonate (0. Triple mass%) were mixed to flare section of scab, and divided into 6 m 2, and the experimental group.
  • the experimental plots were divided into 1 to 21 plots, and three plots were randomly selected from the plots. The whole plot was designated as test plots 1 to 7, and the above three plots were tested under the same conditions.
  • Test zone 1 was used as a control, and the ridges were raised in the same manner as in the general cultivation method. .
  • test plot 2 sample A was diluted with water to make an aqueous solution with a pure content of 1Z200, and cultivated while spraying 720 g per plot, so that sample A was mixed with the soil. After three weeks, the ridges were raised and planted in the same manner as in Test Zone 1.
  • test plot 3 dilute sample A with water to make an aqueous solution with a pure content of 1Z200, plow it while spraying 144 g per plot, and mix sample A with soil. The test was performed in the same manner as in Test Zone 2.
  • Test plot 4 was the same as test plot 1. However, two weeks after planting, the aqueous solution used in the test area 2 was injected into a tube (insert the tube into the soil, and pour the aqueous solution near the place where the horse was planted by Masaru). The dose is 144 g.
  • test plot 5 sample D was diluted with water to make an aqueous solution with a pure content of 1Z200, and cultivated while spraying 720 g per plot in the test plot to mix sample D into the soil. After three weeks, the ridges were raised and planted in the same manner as in Test Zone 1.
  • test plot 6 900 g of sample F was added to the soil per test plot, mixed well, and after 3 weeks, the ridges were raised and planted in the same manner as test plot 1.
  • sample G was diluted with water to make an aqueous solution with a purity of 1200, and cultivated while spraying 720 g per plot to mix sample G in the soil. Same as 5.
  • the field was disinfected with chlorpicrin at a ratio of 30 / 10a, and each 6 m2'-division was divided into experimental plots.
  • test plot 17 plots The experimental plot is divided into 121 plots, and three plots are randomly selected from the plots, and the whole is designated as test plot 17 plots.
  • Test zone 1 was set as a control (target zone), and ridges were raised in the same manner as in the general cultivation method. In the plot, the so-called “harvest” was harvested from the field where scabs occurred and no lesions were visually observed. Potatoes (apparently healthy potatoes) (two types of Yutaka) were planted as seed potatoes.
  • test plot 2 the same potato as in test plot 1 which was immersed for about 3 seconds in 1 aqueous solution of sample A diluted to 1100 with water for 1 second after disinfection of seeds was used as seed potato. Planting was performed in the same manner as in test plot 1.
  • Test plots 3, 4, 5, 6, and 7 were performed in the same manner as test plot 2, except that samples B, C, D, E, and G were used for seed disinfection, respectively.
  • tubers were dug up, and the tuber weight of about 20 g or more, the total tuber count and the diseased tuber rate (disease of about 2 mm. (Divided by the yield) 3 ⁇ 4 ⁇
  • the composition of the present invention has an excellent control effect on the disease caused by actinomycetes on plants represented by scab, and is not as toxic as conventional drugs against scab. Since it is not volatile, it is highly safe to the surrounding environment and its application method is simple. Furthermore, it does not cause phytotoxicity to cultivated crops.

Abstract

An agricultural composition which is efficacious against plant diseases caused by actinomycetes and highly safe for the environment, which composition contains at least one member selected among the following polymers as the active ingredient: (A) a water-soluble nitrogenous polymer prepared by the reaction of at least one compound selected from the group consisting of epihalohydrin, alkylene halide, diepoxide and dihalogenoalkyl ether with an amine represented by general formula (I), wherein R1, R2, R3 and R4 represent each hydrogen, C1 to C3 linear alkyl or branched alkyl; A represents C1 to C6 linear or branched alkyl; and n represents an integer of 0 to 5, (B) an alkyleneimine polymer, and (C) a copolymer thereof.

Description

明 細 書  Specification
放線菌による病害を防除する農業用組成物  Agricultural composition for controlling disease caused by actinomycetes
技術分野  Technical field
本発明は、 馬鈴著、 さつま芋、 テンサイ、 大根、 人参等に発生し て大きな被害を与える、 そうか病を代表例とする放線菌による病害 を防除するための農業用組成物に関する。 背景技術  The present invention relates to an agricultural composition for controlling disease caused by actinomycetes, such as scab, which is caused by Masaru, sweet potato, sugar beet, radish, ginseng and the like and causes great damage. Background art
放線菌を病原体とするそうか病は馬鈴著、 さつま芋、 テンサイ、 大根、 人参等に発生し、 大きな被害を与える。 例えば馬鈴薯の場合、 そうか病にかかると塊茎の表面に盛り上がった斑点を生じ、 これが 次第に拡大して表面が粗剛になり、 かさぶた状を呈するようになる。 このため外観が見苦しく なつて商品価値が低下するばかりでなく、 そうか病にかかつた馬鈴薯はでんぶん含有量が減少するので、 でん ぶん原料として馬鈴薯を生産する場合にも、 生産者に大きな打撃を 与える。  The scab disease caused by actinomycetes is caused by horse bell, sweet potato, sugar beet, radish, carrot, etc. and causes great damage. For example, in the case of potato, when the scab is infected, raised spots are formed on the surface of the tuber, which gradually expands and the surface becomes rough and rigid, giving a scab. For this reason, not only does the appearance become unsightly, the commercial value is reduced, but also the potatoes that have been infected with scabs have a reduced starch content. Give a big blow.
現在の馬鈴薯等におけるそうか病の対策と しては、 たね芋等の種 子をス ト レプトマイシン等の抗生物質と銅水和剤とを混合したもの に浸潰したり、 P C N B剤に浸漬したり して消毒している。 また、 そうか病が発生した土壌については、 ク口ルピク リ ンで燻蒸消毒し ているのが一般的である。  As a countermeasure against scab in potatoes at present, seeds such as potatoes are immersed in a mixture of an antibiotic such as streptomycin and a copper wettable powder, or immersed in a PCNB agent. Have been disinfected. In addition, the soil where scabs have developed is generally fumigated with Kokulpicrin.
しかしながら、 上記のたね芋等の種子の消毒はそうか病対策と し て充分ではなく、 消毒処理の効果も殆どないが、 他に有効とされる 方法も無く、 気休め程度で実施しているのが実情である。 一方、 ク 口ルピク リ ンでの土壌燻蒸は、 ク ロルピク リ ンが極めて毒性が強く かつ揮発性であるので多く の問題がある。 まず施用に当っては、 土 壌をポ リエチレンフィ ルム等でカバーして燻蒸処理するが、 外部と の遮断が充分にはできないので、 クロルピク リ ンが燻蒸中に外部に 揮散し、 目や気管支等を刺激して人体に害を与える。 そのため、 燻 蒸中および燻蒸後の数日間は周囲に居住する人々がホテル等に宿泊 して燻蒸現場から離れて暮さなければならないという不便があり、 燻蒸現場近く にいた動物に中毒症状が出たという報告例もある。 ま た、 土壌中の微生物を全滅させるため生態バラ ンスを破壊し、 施用 後に馬鈴薯が病気にかかりやすかつたり、 ク口ルピク リ ンで燻蒸消 毒をした後に汚染芋を植え付けた場合はかえつてそうか病の多発を まねく等の報告例がある ( 『今月の農業』 P 7 9、 4月号 〔 1 9 8 9〕 ) 。 さらに、 一度そうか病がでてく るとその翌年はその手段で はそうか病が防げないという大きな問題点がある。 However, the above-mentioned disinfection of seeds such as sweet potatoes is not enough as a countermeasure against scab and has almost no effect of disinfection treatment, but there is no other effective method and it is carried out with a restfulness Is the actual situation. On the other hand, soil fumigation with clopicrin has many problems because chlorpicrin is extremely toxic and volatile. First, the soil is covered with polyethylene film and fumigated. Chlorpicrin evaporates outside during fumigation, irritating the eyes and bronchi, and harms the human body. For this reason, during the fumigation and for several days after the fumigation, there was the inconvenience that people living in the surrounding area had to stay at hotels and live away from the fumigation site, and the animals near the fumigation site became toxic. There is also a report example. In addition, the ecological balance is destroyed in order to eliminate microorganisms in the soil, and potatoes are susceptible to disease after application, and contaminated potatoes are planted after fumigation with Kokulpicrin. There have been reports of scab disease occurring frequently (Agriculture of the Month, p. 79, April [19989]). In addition, once the disease occurs, there is a major problem in that the following year, the disease cannot be prevented by that means.
上記したように従来の薬剤によるそうか病の対策には大きな問題 があるが、 これに代わる適当な手段がないために、 上記薬剤を使用 せざるを得ず、 さらに上記薬剤を使用した上で、 馬鈴著の適性な栽 培条件である p H 5 . 5〜 6 . 5の範囲からは外れるが、 そうか病 の病原体の適当な生育範囲の P H域をはずして土壌の p Hを 4 . 5 以下にして栽培している。 しかしながら、 この方法では収穫高は大 幅に落ち、 収量は約半分以下となる。 また馬鈴著の連作をせずに約 3年毎に 1回栽培したり もしているが、 単一作物地帯ではこの方法 は適用できない。  As mentioned above, there are major problems with the countermeasures against scabs using conventional drugs, but since there is no appropriate alternative, the above drugs must be used. Although it is outside the range of 5.5 to 6.5, which is the appropriate cultivation condition by Masaru, the pH range of the soil is adjusted to 4 by removing the PH range within the appropriate growth range of the scab disease pathogen. It is cultivated with 5 or less. However, this method significantly reduces the yield and reduces the yield by less than half. In some cases, they are cultivated about once every three years without continuous production by Masuzu. However, this method cannot be applied to single crop areas.
本発明は上記状況に対処してなされたもので、 本発明の目的は、 そうか病に代表される放線菌による植物病害に有効な薬剤を提供す ることにあり、 さらに詳しく は作物に対して薬害がなく、 また周囲 の環境に対しても安全な、 かつ簡便に施用できる上記薬剤を提供す る と 4>る o 発明の開示 すなわち、 本発明は、 The present invention has been made in view of the above circumstances, and an object of the present invention is to provide an agent effective against plant diseases caused by actinomycetes represented by scabs. To provide the above-mentioned drug which is safe and easy to apply to the surrounding environment without causing phytotoxicity.4> Disclosure of the Invention That is, the present invention
( A ) ェピハロ ヒ ドリ ン, アルキレンジハライ ド, ジェポキサイ ド, ジハロゲノアルキルエーテルの群から選ばれる少なく とも 1つ の化合物と、 下記一般式
Figure imgf000005_0001
(A) at least one compound selected from the group consisting of epihalohydrin, alkylenedihalide, epoxide, and dihalogenoalkyl ether;
Figure imgf000005_0001
R2 R 2
(R ! 、 R2 、 R3 および R4 は水素あるいは炭素 1〜 3の直鎖あ るいは分岐のアルキル基、 Aは炭素数 1〜 6の直鎖あるいは分岐鎖 のアルキル基、 nは 0〜 5の整数) (R!, R 2, R 3 and R 4 are hydrogen or Chokukusaria Rui branched alkyl group having a carbon. 1 to 3, A is linear or branched chain alkyl group having from 1 to 6 carbon, n represents 0 An integer from 5 to 5)
で示されるァ ミ ンとの反応によって得られる窒素含有の水溶性重合 体、 A nitrogen-containing water-soluble polymer obtained by reaction with an amine represented by
(B) アルキレンィ ミ ン重合体、 および  (B) an alkylene imide polymer, and
( C ) これらの共重合体  (C) these copolymers
より選ばれた 1種または 2種以上を有効成分と して含有することを 特徴とする放線菌による病害を防除する農業用組成物に関する。 本発明の有効成分である重合体または共重合体の原料となる一般 式 The present invention relates to an agricultural composition for controlling a disease caused by actinomycetes, which comprises one or more selected from the group as an active ingredient. General formula which is a raw material of the polymer or copolymer which is the active ingredient of the present invention
Ra R3 R a R 3
Figure imgf000005_0002
Figure imgf000005_0002
R2 R 2
(R j 、 R2 、 R。 および R4 は水素あるいは炭素 1〜 3の直鎖あ るいは分岐のアルキル基、 Aは炭素数 1〜 6の直鎖あるいは分岐鎖 のアルキル基、 nは 0〜 5の整数) (R j, R 2 , R. and R 4 are hydrogen or a linear or branched alkyl group having 1 to 3 carbon atoms, A is a linear or branched alkyl group having 1 to 6 carbon atoms, and n is 0 An integer from 5 to 5)
のァ ミ ンと しては、 モノ アルキルア ミ ン (n = 0) においては、 ァ ンモニァ、 メチルァ ミ ン、 ジメチルァ ミ ン、 ジェチルァ ミ ン、 ジプ 口 ピルァ ミ ン、 メチルェチルァ ミ ン、 メ チルプロ ピルァ ミ ン、 ェチ ルプロ ピルァ ミ ン等があげられ、 アルキレンポリ ア ミ ン ( n = 1 ) においては、 エチレンジァ ミ ン、 N , N —ジメチルエチレンジア ミ ン、 N, Ν ' ージメチルエチレンジァ ミ ン、 Ν, Ν —ジェチルェチ レンジァ ミ ン、 Ν , Ν ' —ジェチルエチレンジァ ミ ン、 プロ ピレン ジァ ミ ン、 Ν, Ν —ジメ チルプロ ピレンジァ ミ ン、 Ν, Ν , Ν ' , Ν, ーテ トラメ チルエチレンジァ ミ ン等があげられ、 ポリ アルキレ ンポリ ア ミ ン (η = 2〜 5 ) においては、 ジエチレン ト リ ア ミ ン、 ト リエチレン ト リアミ、ン、 テ トラエチレンペン夕 ミ ン等があげられ る。 これらのァ ミ ンは上記の群内および群間において併用する こ と ができる。 For monoalkylamines (n = 0), Monamine, methylamine, dimethylamine, getylamine, zipperamine, methylethylamine, methylpropylamine, ethylpropylamine, etc., and alkylenepolyamine (n = 1 ), Ethylenediamine, N, N-dimethylethylenediamine, N ,, '-dimethylethylenediamine, Ν, Ν-jethylethylenediamine, Ν, Ν'-ethylethyldiamine , Propylenediamine, Ν, Ν—dimethylpropylenediamine, Ν, Ν, Ν ′, Ν, tetramethylethylenediamine, polyalkylenepolyamine (η = 2 to In 5), diethylenetriamine, triethylenetriamine, triethylenetetramine, and the like can be mentioned. These amines can be used together within the above groups and between groups.
また、 上記ァミ ンと反応するェピハロヒ ドリ ンは、 一般式、  The epihalohydrin which reacts with the amine is represented by the general formula:
CK2 - CK-CH, - X CK 2 -CK-CH,-X
\ /  \ /
\ ( Xはハロゲン)  \ (X is halogen)
で表され、 ハロゲンと してはフ ッ素、 塩素、 臭素またはヨウ素のい ずれでもよいが、 経済上の理由からェピク ロルヒ ドリ ンが好ま しい。 , And the halogen may be any of fluorine, chlorine, bromine and iodine, but is preferably epichlorohydrin for economic reasons.
アルキレンジハライ ドと しては、 一般式、  As the alkylene dihalide, a general formula,
X - B - X  X-B-X
( Bは 1〜2 0の直鎖、 あるいは分岐鎖のアルキレン基、 Xはハロ ゲン)  (B is a 1-20 linear or branched alkylene group, X is a halogen)
で表わされる ものが用いられ、 具体的には、 ジク ロロェタ ン、 ジク ロロプロ ノ ン、 ジク ロロブタ ン、 ジク ロロへキサン、 ジブロモエタ ン、 プロモク ロロプロハ。ン、 ジブロモプロパン、 ジブ口モへキサン、 ジク ロロ ノナン等があげられる。 特に、 1, 3 —ジク ロ口プロパン がア ミ ンとの反応性および経済的理由から好ま しい。 The following are used. Specifically, dichloroethane, dichloroprononone, dichlorobutane, dichlorohexane, dibromoethane, and promochloroproha. , Dibromopropane, dibutenemohexane, dichlorononane and the like. In particular, 1,3-dichloropropane Are preferred due to their reactivity with amines and economic reasons.
また、 ジェポキサイ ドと しては、 一般式、
Figure imgf000007_0001
In addition, the general formula,
Figure imgf000007_0001
(Dは存在しないか、 あるいは炭素数 1〜 4の直線あるいは分岐鎖 のアルキレン基、 あるいは、 一 (C H2 -0- C H 2 ) m —で示さ れる基、 ただし mは 1〜 4) (D is absent, or a linear or branched alkylene group having 1 to 4 carbon atoms, or a group represented by one (CH 2 -0-CH 2 ) m , where m is 1 to 4)
で表される ものが用いられ、 具体的には、 1, 3—ブタ ジエンジェ ポキサイ ド、 1, 4一ペンタジェンジェポキサイ ド、 1, 5—へキ サジェンジェポキサイ ド、 1, 6—ぺブタ ジエンジェポキサイ ド、 1, 7—才クタ ジェンジェポキサイ ド、 エチレングリ コ一ルグリ シ ジルエーテル、 ト リエチレンダリ シジルエーテル等があげられる。 また、 ジハロゲノ アルキルエーテルと しては、 一般式、 The following are specifically used: 1,3-butadiene japoxide, 1,4-pentadiene japoxide, 1,5-hexadienpoxide, 1,6 — ぺ Butadiene japoxide, 1,7-year-old kuta jenpoxide, ethylene glycol glycidyl ether, triethylene dalicydyl ether, etc. The dihalogeno alkyl ether is represented by the general formula:
X- (R5 - 0) & -Rg -X X- (R 5 - 0) & -Rg -X
(R 5 、 R g は炭素数 1〜4の直鎖あるいは分岐鎖のアルキレン基、 Xはハロゲン、 d は 1〜 1 2の整数) (R 5 and R g are a linear or branched alkylene group having 1 to 4 carbon atoms, X is a halogen, and d is an integer of 1 to 12)
で表される ものが用いられ、 具体的には、 ^ = 1の場合、 2, 2 ' —ジク ロ口ェチルエーテル、 2, 2, ジブロモェチルエーテル、 3, 3, ージク ロ口プロ ピルエーテル、 2, 3—ジク ロ口プロ ピルェ一 テル、 4 , 4 ' —ジク ロロブチルエーテル、 4, 4 ' —ジブロモブ チルプチルエーテル等があげられ、 また^ ^ 2の場合は、 重合度が 1 0までのエチレンォキサイ ド重合体とハロゲン化アルキルアルコ —ルからの脱水反応等によって得る こ とができる ジハロゲノエチル エーテル等があげられる。 特に 2, 2, —ジク ロ口ェチルエーテル (以下、 ジク ロロェチルエーテルと言う) が少な く と も経済上の理 由から好ま しい。 上記ェピハロヒ ドリ ン、 アルキレンジハライ ド、 ジェポキサイ ド およびジハロゲノアルキルエーテルは、 各成分毎に単独もしく は 2 種以上自由に混合して使用してもよい。 また、 2種以上混合する場 合、 混合物のモル数の和がァミ ンのモル数とほぼ等モルであれば特 に限定されない。 Is used. Specifically, when ^ = 1, 2,2′—dichloroethyl ether, 2,2, dibromoethyl ether, 3,3, dichloromethyl propyl ether, 2,3-dichloro mouth propyl ether, 4,4'-dichlorobutyl ether, 4,4'-dibromobutylbutyl ether and the like. In the case of ^^ 2, the degree of polymerization is up to 10 Examples include dihalogenoethyl ether which can be obtained by a dehydration reaction or the like from an ethylene oxide polymer and an alkyl alcohol halide. In particular, 2,2, -dichloroethyl ether (hereinafter referred to as dichloroethyl ether) is preferred at least for economic reasons. The above-mentioned ephalohydrin, alkylenedihalide, japoxide and dihalogenoalkyl ether may be used alone or in combination of two or more kinds for each component. In the case of mixing two or more kinds, there is no particular limitation as long as the sum of the number of moles of the mixture is substantially equal to the number of moles of the amide.
ェピハロヒ ドリ ン、 アルキレンジハライ ド、 ジェポキサイ ドおよ びジハロゲノアルキルエーテルの群から選ばれる少なく とも 1種の 化合物とァミ ンとを反応させるには、 ェピハ口ヒ ドリ ン、 アルキレ ンジハライ ド、 ジェポキサイ ドおよびジハロゲノアルキルエーテル の群から選ばれる 1種の化合物の単独、 あるいは混合物のモル数の 和とァミ ンのモル数とをほぼ等モルとし、 撹拌機付の密閉型反応容 器を用い、 不活性ガスの雰囲気下で、 反応容器内温を 3 0〜 1 0 0 の範囲として反応させるとよい。  In order to react at least one compound selected from the group consisting of epihalohydrin, alkylenedihalide, gepoxide and dihalogenoalkyl ether with amine, epihalohydrin, alkylenedihalide, A closed type reaction vessel equipped with a stirrer was prepared by making the sum of the moles of one compound selected from the group consisting of the epoxides and dihalogenoalkyl ethers, or the sum of the moles of the mixture approximately equal to the moles of the amine. The reaction is preferably performed under an inert gas atmosphere with the temperature inside the reaction vessel in the range of 30 to 100.
より具体的には、 前述ァミ ンの 2 0〜 7 0 %水溶液を、 撹拌機、 還流冷却器、 温度計等を備えた密閉型反応容器内に仕込み、 容器内 雰囲気を窒素ガスにて置換し、 撹拌下、 反応容器内温度を所定温度 に調節しながら、 ェピハロヒ ドリ ン、 アルキレンジハライ ド、 ジェ ポキサイ ドおよびジハロゲノアルキルエーテルの群から選ばれる 1 種の化合物の単独、 あるいは混合物を連続的または回分式に添加す るとよい。 但し、 ァミ ンとしては 1 0 0 %のアミ ンでも使用可能で ある。 反応溶媒は主として水が使用されるが、 原料および反応生成 物の溶解性を考慮し、 メチルアルコール、 エチルアルコール、 また はジメチルホルムアミ ド等を使用してもかまわない。  More specifically, a 20 to 70% aqueous solution of the above-described amine is charged into a closed reaction vessel equipped with a stirrer, a reflux condenser, a thermometer, and the like, and the atmosphere in the vessel is replaced with nitrogen gas. Then, while stirring, the temperature in the reaction vessel is adjusted to a predetermined temperature, and a single compound selected from the group consisting of epihalohydrin, alkylenedihalide, gepoxide, and dihalogenoalkyl ether, or a mixture thereof is continuously fed. It may be added in a targeted or batch manner. However, 100% amine can be used as an amine. Water is mainly used as the reaction solvent, but methyl alcohol, ethyl alcohol or dimethylformamide may be used in consideration of the solubility of the raw materials and the reaction products.
このようにして、 得られた水溶性重合体は、 更に処理して、 対ィ オンとしてのハロゲン (ェピハロヒ ドリ ン、 アルキレンジハライ ド およびジハロゲノアルキルエーテル由来のもの) を他の陰イオン、 例えば s o 4 —に変えて使用してもよいし、 また対イオンを除去し てこの重合体を水酸化物と してもよい。 またこれらの水溶性重合体 は、 溶媒 (通常は水) を除去して固体とする こ と もできる し、 また 水溶液と して製造されたものはそのまま、 あるいは必要に応じて希 釈または濃縮して使用する こ と もできる。 The water-soluble polymer thus obtained is further processed to convert a halogen (derived from epihalohydrin, alkylenedihalide and dihalogenoalkyl ether) as a counterion into another anion, for example, may be used instead of so 4 — or remove counter ions The leverage polymer may be a hydroxide. These water-soluble polymers can be made into a solid by removing the solvent (usually water), or can be produced as an aqueous solution as it is, or by diluting or concentrating as needed. Can also be used.
アルキレンィ ミ ン重合体と しては、 一般式、  The alkyleneimine polymer has the general formula:
( R 7 はアルキレン基、 好ま し く は炭素数 1 〜 8の直鎖あるいは分 岐鎖のアルキレン基である。 複数個の R 7 は同一でも異なってもよ い。 k はこのアルキンレンイ ミ ン体の重合度を示す。 ) (R 7 is an alkylene group, preferably a straight-chain or branched-chain alkylene group having 1 to 8 carbon atoms. A plurality of R 7 may be the same or different. The degree of polymerization of is shown.)
で表される ものが用いられるが、 これらのアル丰レンィ ミ ン重合体 は必ずしも上記の一般式で示されるよ うな完全に線上の構造ではな く てもよ く 、 分岐を有していても差し支えない。 また、 アルキレン ィ ミ ン重合体に塩酸等を加えたアルキレンイ ミ ン重合体の 4級塩で も差し支えない。 A polymer represented by the formula is used, but these aldimylene polymers do not necessarily have to have a completely linear structure as shown in the above general formula, and may have a branch. No problem. Also, a quaternary salt of an alkyleneimine polymer obtained by adding hydrochloric acid or the like to the alkyleneimine polymer may be used.
このようなアルキレンィ ミ ン重合体と しては、 エチレンィ ミ ン重 合体、 プロ ピレンィ ミ ン重合体、 ト リ メ チレンイ ミ ン重合体、 テ ト ラメ チレンィ ミ ン重合体、 へキサメ チレンィ ミ ン重合体およびそれ らの共重合体、 並びにそれらの少な く と も 2種の混合物があげられ な o  Examples of such an alkyleneimine polymer include an ethyleneimine polymer, a propyleneimine polymer, a trimethyleneimine polymer, a tetramethyleneimine polymer, and a hexamethyleneimine polymer. Union and their copolymers, and mixtures of at least two of them o
これらの中で、 特にエチレンイ ミ ンの重合体が経済的理由から好 ま しい。 このものは、 一般的にはエチレンィ ミ ンとカチォン触媒に よる開環重合によって得られるが、 その他、 エチ レンィ ミ ンとェチ レンジハライ ドまたはアンモニアとの反応、 エタノ ールア ミ ンの縮 合反応等によっても得る こ とができる。  Of these, polymers of ethyleneimine are particularly preferred for economic reasons. This is generally obtained by ring-opening polymerization using ethyleneimine and cation catalysts, but also other reactions such as the reaction of ethyleneimine with ethylenedihalide or ammonia, the condensation reaction of ethanolamine, etc. Can also be obtained.
上記ア ミ ン反応物およびアルキレンィ ミ ン重合体は、 2モル/ ^ の K B r水溶液に溶解して測定し、 算出する 2 5 °Cでの極限粘度 〔7?〕 によりその分子量の大小を判断することができる。 放線菌に 対する効果は分子量が比較的低い範囲でより強く なるので、 極限粘 度 〔 7?〕 は 1 Z g以下、 好ま しく は 0 . 6 d Z g以下、 さら に好ましく は 0 . 4 d ^ Z g以下のものが望ま しいが、 特にその範 囲に限定されるものではない。 The above amine reactant and alkyleneimine polymer are dissolved in 2 mol / ^ of KBr aqueous solution and measured and calculated. The intrinsic viscosity at 25 ° C is calculated. By [7?], The magnitude of the molecular weight can be determined. The limiting viscosity [7?] Is less than 1 Zg, preferably less than 0.6 dZg, more preferably less than 0.4 d, since the effect on actinomycetes is stronger in the lower molecular weight range. ^ Z g or less is desirable, but is not particularly limited to that range.
また本発明の有効成分は、 上記各重合体のみでなく、 共重合体に おいても使用可能である。 すなわち、 ェピハロヒ ドリ ン、 アルキレ ンジハライ ド、 ジェポキサイ ド、 ジハロゲノアルキルエーテルの群 から選ばれる少なく とも 1つの化合物と前記一般式で示されるァミ ンとの反応によって得られる共重合体、 アルキレンィ ミ ン共重合体、 また前記重合体または前記共重合体と前記アルキレンィ ミ ン重合体 との共重合体でもよい。  Further, the active ingredient of the present invention can be used not only in each of the above polymers but also in a copolymer. That is, a copolymer obtained by reacting at least one compound selected from the group consisting of ephalohydrin, alkylenedihalide, epoxide, and dihalogenoalkyl ether with an amine represented by the above general formula, alkylene imide It may be a copolymer, or a copolymer of the above-mentioned polymer or the above-mentioned copolymer and the above-mentioned alkylene imide polymer.
次に、 本発明の組成物の施用方法について説明する。  Next, a method for applying the composition of the present invention will be described.
馬鈴薯等、 そうか病を代表とする放線菌におかされやすい作物を 栽培する時に、 作物の植え付けの 1〜 2ヶ月前から植え付け直前の 適当な時に土壌中に、 本発明の有効成分を単独または混合物で水お よび他の溶剤で 1 1 0〜: L Z 1 0 , 0 0 0に希釈して、 そのまま、 または他の農薬や肥料等と混合して、 散布したりあるいは滴下した り して土壌に混合する。 本組成物の施用量は 1 0アール当たり 0 . 2〜 2 0 k gが経済的に適当であるが、 その範囲に限定されるもの ではない。  When cultivating a crop susceptible to actinomycetes, such as potato, such as potato, the active ingredient of the present invention alone or in the soil at an appropriate time from 1 to 2 months before the planting of the crop and immediately before planting. The mixture is diluted with water and other solvents to 110-: LZ 100,000 Diluted as it is, or mixed with other pesticides, fertilizers, etc., and sprayed or dropped Mix. The application rate of the present composition is preferably 0.2 to 20 kg per 10 ares, but is not limited to this range.
また、 土壌に散布する時に本組成物の水溶液を、 土壌自体に比較 的濃厚に混和させたり、 苦土石灰、 炭酸カルシウム、 化成肥料およ びその他、 無機質で珪藻土ゃゼォライ ト等に吸収させ、 その後栽培 土壌に混和する方法もある。  When spraying on soil, the aqueous solution of the composition is mixed relatively thickly with the soil itself, or absorbed into formic lime, calcium carbonate, chemical fertilizer, and other inorganic diatomaceous earth zeolites. After that, there is a method of mixing with the cultivation soil.
栽培育成中での施用方法と しては、 上記水溶液を散布する方法も あるが、 土壌表面だけに吸収されやすいので、 散布時に穴を開けた り、 管注といって管を用いて土壌中に入れ込むのがよい。 施用量は 上記範囲が経済的に適当である。 上記と同様に苦土石灰等に混和さ せたものを使用してもよいが、 土壌の中に入れ込むほうが効果的で め As an application method during cultivation and cultivation, there is a method of spraying the above aqueous solution, but holes are made at the time of spraying because it is easily absorbed only on the soil surface It is better to put it into the soil using a pipe called pipe injection. The above application range is economically appropriate. A mixture of formic lime etc. may be used in the same manner as above, but it is more effective to put it in the soil.
更には、 作物の種子や種芋を、 本発明の有効成分を水等の溶剤で 1Z10〜1Z10, 000に希釈したもの、 またはこれを他の農 薬と混合したものに、 浸漬したり塗布したり して、 十分に種子等を 薬剤と接触させることも病害を防ぐ上で効果がある。  Furthermore, the seeds or seed potatoes of the crop are immersed or applied to a solution obtained by diluting the active ingredient of the present invention to 1Z10 to 1Z10,000 with a solvent such as water, or a mixture thereof with other pesticides. Then, bringing the seeds and the like into sufficient contact with the drug is also effective in preventing the disease.
土壌混和や種子消毒における本組成物の使用割合は、 限定された 範囲に限られるわけではないが、 少量で十分効果を有するので、 1 / 50〜1Z1000程度の使用量が適当である。  The use ratio of the present composition in soil admixture or seed disinfection is not limited to a limited range, but a small amount has a sufficient effect, so that a use amount of about 1/50 to 1Z1000 is appropriate.
このようにして本発明の組成物を施用すると、 そうか病その他の 放線菌による植物病害を容易に抑制することができ、 作物の収穫量 が増大する。 また、 従来のように病害を避けるために栽培に好適で ない条件 (p H等) で栽培するという必要もないので、 この点でも 収量を増大することができ、 また連作することも可能になる。  When the composition of the present invention is applied in this manner, plant scabs and other plant diseases caused by actinomycetes can be easily suppressed, and the yield of crops increases. In addition, since it is not necessary to cultivate under conditions that are not suitable for cultivation (pH, etc.) in order to avoid disease as in the past, the yield can be increased in this respect, and continuous cultivation is possible. .
このような効果は従来の薬剤では全く得られなかったもので、 本 発明の組成物は放線菌による病害に対して全く画期的なものといえ る o  Such an effect could not be obtained at all with the conventional drugs, and the composition of the present invention can be said to be completely breakthrough against diseases caused by actinomycetes.o
さ らに本発明は、 下記の効果も有し、 実用上の価値が極めて高い。 Further, the present invention also has the following effects, and is extremely high in practical value.
(1) 本発明の組成物は実質的に非揮発性のため、 使用上で周囲の 安全性に気を配る必要がない。 (1) Since the composition of the present invention is substantially non-volatile, there is no need to pay attention to the surrounding safety when using the composition.
(2) 本発明の組成物は、 作物の発芽率、 葉芽率等に全く影響なく、 栽培上の弊害が無い。  (2) The composition of the present invention has no effect on the germination rate, leaf bud rate, etc. of the crop, and has no adverse effects on cultivation.
(3) 本発明の組成物は、 安全性に極めて優れ、 温血動物に非刺激 性であり、 使用方法が極めて簡単である。  (3) The composition of the present invention is extremely safe, non-irritating to warm-blooded animals, and extremely simple to use.
(4) 本発明の組成物は、 有用な土壌微生物に対しては実質的に害 がなく、 土壌微生物のバランスをくずさないため、 通常の栽培方法 で作物を育成できる。 (4) The composition of the present invention is substantially harmful to useful soil microorganisms. As it does not lose the balance of soil microorganisms, crops can be grown using normal cultivation methods.
なお、 本発明の組成物の有効成分は沈降性促進剤や凝集剤として 知られていたものであるが、 農作物に対するこのような効果は全く 予期できないことであつた。  The active ingredient of the composition of the present invention was known as a settling accelerator or a flocculant, but such an effect on agricultural crops was completely unexpected.
以上、 本発明の組成物の効果を馬鈴薯等の芋類、 てんさい、 大根、 人参等の作物に発生するそうか病について述べたが、 そうか病に限 らず放線菌を原因とする病害を防除することができる。  As described above, the effects of the composition of the present invention have been described for scabs occurring in crops such as potatoes such as potatoes, potatoes, radishes, and carrots. Diseases caused by actinomycetes are not limited to scabs. Can be controlled.
また最近では作物の栽培方法にも種々の方法があるので、 土壌栽 培に限らず例えば水耕栽倍や礫耕栽培においても、 種子消毒するこ とや捕給水、 循環水等に微量添加することにより、 放線菌を病原体 とする病気の発生を防ぐことが可能である。 発明を実施するための最良の形態  In recent years, there are various cultivation methods for crops.Therefore, not only in soil cultivation but also in hydroponics or gravel cultivation, for example, disinfect seeds, add a small amount of water to water supply, circulating water, etc. This can prevent the occurrence of diseases caused by actinomycetes as pathogens. BEST MODE FOR CARRYING OUT THE INVENTION
以下、 実施例により本発明を具体的に説明する。 なお、 以下の実 施例中、 実施例 1では放線菌ス ト レブト ミセス (Streptomyces) と 他の微生物に対する効果について、 実施例 2ではポッ ト試験での結 果について、 実施例 3では実験農場での評価結果について、 実施例 4では種子消毒の効果について説明する。  Hereinafter, the present invention will be described specifically with reference to examples. In the following examples, in Example 1, effects on actinomycetes Streptomyces (Streptomyces) and other microorganisms, in Example 2, results from pot tests, and in Example 3, experiments on experimental farms In Example 4, the effect of seed disinfection will be described.
まず、 各実施例で使用する水溶性重合体の調製方法、 および水溶 性重合体を含有する混合物の調製方法について説明する。  First, a method for preparing a water-soluble polymer used in each example and a method for preparing a mixture containing a water-soluble polymer will be described.
( 1 ) 試料 A  (1) Sample A
ジメチルアミ ンとェピクロルヒ ドリ ンのモル比が 1 : 1の割合に なるまで、 5 0 %ジメチルアミ ン水溶液の中にェピクロルヒ ドリ ン を反応温度 8 5 °Cに保持しながら添加、 撹拌混合し、 得られた混合 反応組成物 (2モル の K B r水溶液で測定した極限粘度 〔??〕 が 0. 1 1 d Z gの組成物) を水で希釈し、 純度 5 0重量%と し H た試料を試料 Aと した。 Epiclorhydrin was added to a 50% aqueous dimethylamine solution while maintaining the reaction temperature at 85 ° C, and the mixture was stirred and mixed until the molar ratio of dimethylamine and epichlorohydrin became 1: 1. The mixed reaction composition (composition having an intrinsic viscosity [??] of 0.11 dZg measured in 2 mol of KBr aqueous solution) was diluted with water to a purity of 50% by weight. The sample obtained was designated as Sample A.
(2) 試料 B  (2) Sample B
予めモル比を 1 : 0. 1の割合に調製したジメチルァ ミ ンとアン モニァの混合物の 4 0 %水溶液と、 予めモル比を 1 : 0. 5の割合 に調製したェピクロルヒ ドリ ンとプロピレンジクロライ ドの混合物 のモル比がほぼ 1 : 1になるまで、 ァ ミ ン配合物の 4 0 %水溶液の 中にェピク ロルヒ ドリ ンとプロピレンンジクロライ ドの混合物を、 反応温度 9 0°Cに保持しながら添加、 撹拌混合し、 得られた混合反 応組成物 ( 2モル/ の K B r水溶液で測定した極限粘度 〔 7?〕 が 0. 1 6 d Zgの組成物) を水で希釈し、 純度 5 0重量%と した ¾ ¾ΐ Η· Βと した。  A 40% aqueous solution of a mixture of dimethylamine and ammonia prepared in a molar ratio of 1: 0.1 in advance, and epichlorohydrin and propylene dichloride prepared in a molar ratio of 1: 0.5 in advance. A mixture of epichlorohydrin and propylene dichloride in a 40% aqueous solution of the amide mixture was maintained at a reaction temperature of 90 ° C until the molar ratio of the mixture of chlorides was almost 1: 1. While stirring and mixing, and diluting the obtained mixed reaction composition (a composition having an intrinsic viscosity [7?] Of 0.16 dZg as measured with a 2 mol / KBr aqueous solution of 0.16 dZg) with water, The purity was adjusted to 50% by weight.
( 3 ) 試料 C  (3) Sample C
予めモル比を 1 : 0. 3の割合に調製したジメチルァ ミ ンと Ν, Ν, Ν, , Ν, , ーテ トラメ チルエチレンジァ ミ ンの混合物の 5 0 %水溶液と、 予めモル比を 0, 5 : 1の割合に調製したエチレング リ コールグリ シジルエーテルとジクロロェチルエーテルの混合物の モル比がほぼ 1 : 1になるまで、 混合ァミ ン水溶液の中にェチレン グリ コールグリ シジルエーテルとジクロロェチルエーテルの混合物 を、 反応温度 7 0°Cに保持しながら添加、 撹拌混合し、 得られた混 合反応組成物 (2モル/^ の K B r水溶液で測定した極限粘度 〔??〕 が 0. 3 3 の組成物) を水で希釈し、 純度 50重量%と した 試料を試料 Cと した。  A 50% aqueous solution of a mixture of dimethylamine and Ν, Ν, Ν, ,, Ν, ー -tetramethylethylenediamine prepared in a molar ratio of 1: 0.3 in advance, and a molar ratio of 0,5 : Ethylene glycol glycidyl ether and dichloroethyl ether in an aqueous mixed amine solution until the molar ratio of the mixture of ethylene glycol glycidyl ether and dichloroethyl ether prepared in the ratio of 1: 1 becomes approximately 1: 1. The mixture was added while maintaining the reaction temperature at 70 ° C, and mixed by stirring. The resulting mixed reaction composition (intrinsic viscosity [??] measured with a 2 mol / ^ KBr aqueous solution) was 0.33. Was diluted with water to a purity of 50% by weight.
(4) 試料 D  (4) Sample D
予めモル比を 1 : 0. 3の割合に調製したジメチルァ ミ ンと N, N, N, , Ν, , 一テ トラメ チルエチレンジァ ミ ンの混合物の 5 0 %水溶液と、 予めモル比を 1 ; 1の割合に調製したェピクロルヒ ド リ ンとプロピレンジクロライ ドの混合物のモル比がほぼ 1 : 1にな るまで、 混合アミ ン水溶液の中にェピクロルヒ ドリ ンとプロ ピレン ジクロライ ドの混合物を、 反応温度 8 0 °Cに保持しながら添加、 撹 拌混合し、 得られた混合反応組成物 (2モル ^ の K B r水溶液で 測定した極限粘度 力 0. 2 3 di /gの組成物) を水で希釈 し、 純度 5 0重量%と した試料を試料 Dと した。 A 50% aqueous solution of a mixture of dimethylamine and N, N, N,, Ν, 一, 1-tetramethylethylenediamine prepared in a molar ratio of 1: 0.3 in advance, and a molar ratio of 1: 1 The molar ratio of the mixture of epichlorohydrin and propylene dichloride prepared at a ratio of approximately 1: 1 The mixture of epichlorohydrin and propylene dichloride was added to the mixed amine aqueous solution while maintaining the reaction temperature at 80 ° C, and mixed by stirring. A sample having a limiting viscosity force of 0.23 di / g measured with an aqueous KBr solution of the above) was diluted with water to obtain a sample having a purity of 50% by weight, which was designated as Sample D.
( 5 ) 試料 E  (5) Sample E
下記構造を持つ、 第 1、 第 2、 第 3級ァミ ノ窒素を含む枝分かれ を有する市販のポリエチレンィ ミ ン (2モル/^ の K B r水溶液で 測定した極限粘度 〔?7〕 力 0. 0 9 di Zgの組成物) を水で希釈 し、 純度 5 0重量%とした試料を試料 Eとした。  Commercially available polyethyleneimine with branched structure containing primary, secondary and tertiary amino nitrogen with the following structure (Intrinsic viscosity measured with 2 mol / ^ KBr aqueous solution [? 7] Force 0. A sample having a purity of 50% by weight was diluted with water to obtain a sample E.
H2 -rCK2-CHz-N-¾-rCH2-CK2-NH-}7-H 2 -rCK 2 -CHz-N-¾-rCH 2 -CK 2 -NH-} 7-
CH2 CH 2
CH2 CH 2
一 N—  One N—
(6) 試料 F (6) Sample F
本試料 Aを土壌混和用の炭酸カルシウムに散布、 混合し、 6 0 °C 下で乾燥を行い、 本組成物 : 炭酸カルシウムが 1 : 9の試料を作成 し、 本試料 Fとした。  This sample A was sprayed and mixed on calcium carbonate for soil admixture, dried at 60 ° C, and a sample of this composition: calcium carbonate 1: 9 was prepared, and this sample F was obtained.
(7) 試料 G  (7) Sample G
2モル の K B r水溶液で ^定した極限粘度 〔 7?〕 力《1. 1 2 di のジメチルアミ ンーェピク ロロヒ ドリ ン共重合体を得、 こ れを水で希釈して純度 5 0重量% した試料を試料 Gと した。  Intrinsic viscosity determined with 2 moles of KBr aqueous solution [7?] Force << 1.12 di dimethylamine-epichlorohydrin copolymer was obtained, which was diluted with water to a purity of 50% by weight. Was used as Sample G.
実施例 1. 放線菌と他の微生物に対する効果 Example 1. Effects on actinomycetes and other microorganisms
農林水寧省農業生物資源研究所より放線菌ス ト レブト ミ セス (St reptomyces) MAFF 03-01524を入手し、 細菌はスタフィ ロコッカス ァゥ レウス (Staphylococcus aureus ) ATCC 6538 とプソィ ドモ ナス ァエルギノサ (Pseudomonas aeruginosa) P2 を、 真菌はォ —レオバシディ ウム ( Aureobas idium) H 2627とカ ンジダアルビ力 ンス (Candida albicans) IF 01594を用いて、 培地における M I C (最小発育阻止濃度) と M C C (最小殺菌濃度) を測定した。 Streptomyces MAFF 03-01524 was obtained from the Agricultural and Biological Resources Institute, Ministry of Agriculture, Forestry and Forestry, and the bacteria were Staphylococcus aureus ATCC 6538 and Pseudodomo. Using Pseudomonas aeruginosa P2, the fungus Aureobas idium H 2627 and Candida albicans IF 01594, MIC (minimum inhibitory concentration) and MCC (minimum sterilization) in the medium Concentration) was measured.
〈接種菌液の調製〉  <Preparation of inoculum solution>
放線菌 : 酵母エキス , デンプン培地 (酵母エキス 2 g、 可溶性デ ンプン 1 0 g、 蒸留水 1, 0 0 0 mi 、 p H = 7. 0 ) を 1 1 5 °C で 2 0分間蒸気滅菌した後、 上記放線菌を 2 5 °Cで 5 日間培養した。 細菌 : S C Dプロス 5 m に 3 5 °Cで 2 4時間前培養し、 菌数を 約 1 06 /m£ に調製したものを試験細菌液と した。 Actinomycetes: Yeast extract and starch medium (2 g yeast extract, 10 g soluble starch, 1.0 mi distilled water, pH = 7.0) were steam sterilized at 115 ° C for 20 minutes. Thereafter, the above actinomycetes were cultured at 25 ° C for 5 days. Bacteria: Pre-cultured in 5 m of SCD pros at 35 ° C. for 24 hours and adjusted to a bacterial count of about 10 6 / m 2 was used as a test bacterial solution.
酵母 : G Pブロス 5 m に 3 5 °Cで 4 8時間前培養し、 細胞数 1 X 1 06 Zm になるよう生理食塩液で調製し、 試験菌液と した。 カビ : ポテ ト · デキス トローゼ斜面培地に接種し、 3 0 °Cで 1 0 日間前培養した。 その斜面に 0. 0 5 % ト ウ ィ ー ン (Twe en ) 8 0 生理食塩液を入れ、 胞子数 1 X I 0 6 /m& になるよう調製し、 試 験菌液と した。 Yeast: GP broth 5 precultured for 48 hours at 3 5 ° C in m, prepared in as saline give a cell number 1 X 1 0 6 Zm, was tested bacterial solution. Mold: Potato dextroses were inoculated on slant medium and pre-cultured at 30 ° C for 10 days. Its slope to 0.0 5% preparative window I over emissions (Twe en) Put 8 0 saline, and adjusted to be spore number 1 XI 0 6 / m &, and a test bacterial solution.
〈抗菌活性測定法〉  <Antibacterial activity measurement method>
放線菌、 細菌、 真菌ともに液体培地希釈法により、 M I C、 M C Cを測定した。  For the actinomycetes, bacteria, and fungi, MIC and MCC were measured by the liquid medium dilution method.
それぞれ上記記載の培地を用い、 上記 Aから Eまでの試料を所定 量添加して、 2倍希釈系列を作製した。 培地の容量は 2 m と した。 各試験管に前記試験菌液を 0. 1 m 接種し、 放線菌は 2 5 °Cで 5 日間培養、 細菌及び酵母は 3 5 °Cで 4 8時間培養、 カビは 3 0でで 7 日間培養した後、 肉眼的に混濁を認めない試験管の最小試料濃度 を以つて M I C値と判定した。  Using the medium described above, a predetermined amount of each of the samples A to E was added to prepare a two-fold dilution series. The volume of the medium was 2 m. Each test tube is inoculated with 0.1 μm of the test bacterial solution, cultured for 5 days at 25 ° C for actinomycetes, cultured for 48 hours at 35 ° C for bacteria and yeast, and for 7 days at 30 ° C for mold. After culturing, the MIC value was determined based on the minimum sample concentration in the test tube where no turbidity was visually observed.
さ らに混濁を示さない各試験管から、 1 白金耳量を試料無添加の それぞれの培地に接種し、 放線菌は 2 5 °Cで 5 日間培養、 細菌及び 酵母は 3 5でで 48時間培養、 カビは 3 0 °Cで 7日間培養した後、 混濁を全く認めない試験管の試料最小濃度を以つて M C C値と判定 した。 In addition, from each test tube that does not show turbidity, inoculate one loopful of the loop into each of the culture media without sample, and culture the actinomycetes at 25 ° C for 5 days. Yeast was cultured at 35 for 48 hours, and mold was cultured at 30 ° C for 7 days, and the MCC value was determined based on the minimum sample concentration in a test tube in which no turbidity was observed.
その結果を表 1に示す。  The results are shown in Table 1.
【表 1】 【table 1】
結杲 1·  Yugo 1
MIC (数値の単位は mg/1純分) ; CC 試料 A 試料 B 試料。 試钭 D  MIC (Value unit is mg / 1 pure); CC sample A sample B sample. Trial D
Streptomyces MIC 20 20 80 40 20 i Streptomyces MIC 20 20 80 40 20 i
MCC 20 40 80 40 40 \  MCC 20 40 80 40 40 \
Stapn lococcus MIC 750 1,500 3,000 1,500 1,500 '■ aureus MCC 1,500 3,000 3,000 3,000 3,000 ; Stapn lococcus MIC 750 1,500 3,000 1,500 1,500 '■ aureus MCC 1,500 3,000 3,000 3,000 3,000;
Pseuaomonas MIC 3,000 3,000 6,000 3,000 3,000 I aeruginosa MCC 3 000 3,000 5,000 3,000 3,000 :Pseuaomonas MIC 3,000 3,000 6,000 3,000 3,000 I aeruginosa MCC 3 3,000 3,000 5,000 3,000 3,000:
Aureobas Gium MIC 50,000 左 § 同 左記同 左 §己同 : Aureobas Gium MIC 50,000 left § Same as left Same as left §
vrr 二 _c  vrr two _c
Candida MIC 50,000 左記同 左記同  Candida MIC 50,000 Same as left Same as left
albicans MCC で生長 実施例 2. ポッ ト試験  Growth with albicans MCC Example 2. Pot test
そうか病に汚染された土壌に粒状化成肥料と炭酸カルシウム ( 0 3重量%) を混和した後、 それぞれ 7 k gを直径 3 0 c mのポッ ト に入れ、 試料 Fを除いて、 純分 1Z2 0 0の上記それぞれの試料の 水溶液を、 ポッ ト中の土壌にスプレーしながら土壌と混合し、 それ ぞれの試料が土壌に対して純分 6 0 p p mとなるよう調製した。 そ れぞれの試料を入れたポッ トを試料名と同じようにポッ ト Aからポ ッ ト Gまでの番号をつけた。 他に上記 7 k gの土壌中に試料 Fを 8 . 4 g添加し、 良く混合し このポッ トをポッ ト F と命名した。 After mixing granular fertilizer and calcium carbonate (0.3% by weight) into the soil contaminated with scab, 7 kg of each was placed in a pot with a diameter of 30 cm. Excluding sample F, pure 1Z20 The aqueous solutions of the above 0 samples were mixed with the soil while spraying the soil in the pot, and each sample was prepared so as to have a pure content of 60 ppm with respect to the soil. The pots containing each sample were numbered from Pot A to Pot G in the same way as the sample name. In addition, 8.4 g of Sample F was added to the above 7 kg of soil, mixed well, and this pot was named Pot F.
さ らに試料を何も入れていないものを用意し、 このポッ トをコ ン トロールと した。  In addition, a sample without any sample was prepared, and this pot was used as a control.
なお、 それぞれのポッ トは全て同じものを 3個整えた (n = 3 ) 上記のように調製したポッ トを 2週間安置し、 その後ス ト レプト マイ シンと銅水和剤で種子消毒した馬鈴薯を種芋 ( 2種ユタカ) と して植え付けた。  In addition, each pot was prepared by preparing three identical potions (n = 3). The pots prepared as described above were left in place for 2 weeks, and then potatoes were disinfected with streptomycin and copper wettable powder. Was planted as a seed potato (two kinds of Yutaka).
ポッ トは屋外に安置して生育し、 植え付け後 7 0 日後に塊茎を掘 り起こ して、 約 1 5 g以上の塊茎を調査し、 罹病塊茎率 (2 m m程 度の病斑があっても罹病した馬鈴薯と見なして、 罹病した馬鈴薯を 収穫量で割った値) 、 と病斑面積率 (病斑面積を収穫馬鈴薯量で割 つた値) を求めた。  The pots were laid outdoors and grown, and 70 days after planting, the tubers were dug up and examined for tubers weighing about 15 g or more. The diseased potatoes were also regarded as diseased potatoes, and the diseased potatoes were divided by the harvest amount, and the lesion area ratio (the disease area divided by the harvested potato amount) was determined.
その結果を表 2に示す。  The results are shown in Table 2.
【表 2】 [Table 2]
 Mouth
ポ ッ ト名称 罹病塊茎率 (%) 病斑面積率 (%)  Pot name Diseased tuber rate (%) Lesion area rate (%)
コ ン ト ローノレ 84. 1 35. 6  Contour Nore 84.1 35.6
ポ ッ ト A 5 2. 8  Pot A 5 2.8
ポ ッ ト B 50. 7 6. 6  Pot B 50.7 6.6
ポ ッ ト C 61. 6 10. 2  Pot C 61.6 10.2
ポ ッ ト D \ '\. 2 6. 6  Pot D \ '\. 26.6
ポ ッ ト E 53. 0 7. 9  Pot E 53. 0 7. 9
不 ッ ト F 42. 3 2. 9  Not found F 42. 3 2. 9
ポ ッ ト G 12. 3 25. 8 l e 実施例 3 . 実験農 での評価 Pot G 12.3 25.8 le Example 3. Evaluation in experimental farm
そうか病の激発地区に粒状化成肥料と炭酸カルシウム ( 0 . 3重 量%) を混和し、 各 6 m 2 に分割し、 実験区とした。 The granular compound fertilizer and calcium carbonate (0. Triple mass%) were mixed to flare section of scab, and divided into 6 m 2, and the experimental group.
実験区を 1〜2 1区とり、 その中からラ ンダムに 3区ずつを選定 して全体を試験区 1〜 7区とし、 上記各 3区は同一条件で実験を行 つた。  The experimental plots were divided into 1 to 21 plots, and three plots were randomly selected from the plots. The whole plot was designated as test plots 1 to 7, and the above three plots were tested under the same conditions.
試験区 1はコン トロールにし、 一般的栽培法と同様に畝を盛り上 げ、 そのなかにス ト レブトマイシンと銅水和剤で種子消毒した馬鈴 著を種芋 (2種ユタカ) と した植え付けた。  Test zone 1 was used as a control, and the ridges were raised in the same manner as in the general cultivation method. .
試験区 2は、 試料 Aを水で希釈して純分 1 Z 2 0 0の水溶液にし たものを実験区 1区当たり 7 2 0 g散布しながら耕して、 土壌に試 料 Aを混和させ、 3週間おいたのち、 畝を盛り上げ、 試験区 1 と同 様に植え付けた。  In test plot 2, sample A was diluted with water to make an aqueous solution with a pure content of 1Z200, and cultivated while spraying 720 g per plot, so that sample A was mixed with the soil. After three weeks, the ridges were raised and planted in the same manner as in Test Zone 1.
試験区 3は、 試料 Aを水で希釈して純分 1 Z 2 0 0の水溶液にし たものを、 実験区 1区当たり 1 4 4 0 g散布しながら耕して、 土壌 に試料 Aを混和させ、 試験区 2 と同様にした。  In test plot 3, dilute sample A with water to make an aqueous solution with a pure content of 1Z200, plow it while spraying 144 g per plot, and mix sample A with soil. The test was performed in the same manner as in Test Zone 2.
試験区 4は試験区 1 と同様とした。 ただし、 植え付け後 2週間経 過した後に、 試験区 2で使用した水溶液を管注 (土壌中に管をさ し こみ、 馬鈴著の植え付けた場所近く に水溶液を流し込む) した。 使 用量は 1 4 4 0 g。  Test plot 4 was the same as test plot 1. However, two weeks after planting, the aqueous solution used in the test area 2 was injected into a tube (insert the tube into the soil, and pour the aqueous solution near the place where the horse was planted by Masaru). The dose is 144 g.
試験区 5は、 試料 Dを水で希釈して純分 1 Z 2 0 0の水溶液にし たものを実験区 1区当たり 7 2 0 g散布しながら耕して、 土壌に試 料 Dを混和させ、 3週間おいたのち、 畝を盛り上げ、 試験区 1 と同 様に植え付けた。  In test plot 5, sample D was diluted with water to make an aqueous solution with a pure content of 1Z200, and cultivated while spraying 720 g per plot in the test plot to mix sample D into the soil. After three weeks, the ridges were raised and planted in the same manner as in Test Zone 1.
試験区 6は、 土壌中に試料 Fを実験区 1区当たり 9 0 0 g添加し、 良く混合し、 3週間おいたのち、 畝を盛り上げ、 試験区 1 と同様に 植え付けた。 試験区 7は、 試料 Gを水で希釈して純度 1 2 0 0の水溶液にし たものを実験区 1区当たり 7 2 0 g散布しながら耕して、 土壌に試 料 Gを混和させ、 試験区 5 と同様にした。 In test plot 6, 900 g of sample F was added to the soil per test plot, mixed well, and after 3 weeks, the ridges were raised and planted in the same manner as test plot 1. In test plot 7, sample G was diluted with water to make an aqueous solution with a purity of 1200, and cultivated while spraying 720 g per plot to mix sample G in the soil. Same as 5.
各試験区において、 植え付け後 2週間経過した時点で、 畝にポリ エチレンシー トを被覆してマルチングを施した。 そ して植え付け後 3ヶ月後に塊茎を掘り起こ して、 約 2 0 g以上の塊茎を調査し、 総 塊茎数、 罹病塊茎率 ( 2 m m程度の病斑があっても罹病した馬鈴薯 と見なす) 、 と病斑面積率 (病斑面積を収穫馬鈴'薯量で割った値) を求めた。  In each test plot, two weeks after planting, ridges were covered with polyethylene sheet and mulched. Three months after planting, the tubers were dug up and examined for tubers weighing about 20 g or more. And the lesion area ratio (value obtained by dividing the lesion area by the amount of harvested potato).
その結果を表 3に示す。  The results are shown in Table 3.
【表 3】  [Table 3]
結果 3 .  Result 3.
:試験区単位 総塊茎数 ' 罹病塊茎数 (%) : 病斑面積率(%) i  : Test plot unit Total tuber number ′ Diseased tuber number (%) : Lesion area rate (%) i
1 99.1 39.7 !  1 99.1 39.7!
2 149.0 62.9 4. 1 !  2 149.0 62.9 4.1!
57.8 3.9 ! 57.8 3.9!
; 4 . 152.6 74.6 13. 2 i4. 152.6 74.6 13.2 i
; δ ί 155.4 83.8 17.6 ! Δ ί 155.4 83.8 17.6!
6 155.0 63.0 4.9 1 6 155.0 63.0 4.9 1
i  i
/ ; 94. 1 26.7 1 実施例 4 . 種子消毒の実施例  94. 1 26.7 1 Example 4. Example of seed disinfection
ク ロルピク リ ンを 3 0 / 1 0 aの割合で用いて土壌消毒した圃 場を各 6 m 2 '-分割し、 実験区と した  The field was disinfected with chlorpicrin at a ratio of 30 / 10a, and each 6 m2'-division was divided into experimental plots.
実験区を 1 2 1区と り、 その中からランダムに 3区ずつ選定し て全体を試験区 1 7区と し、 上記各 3区は同一条件で実験を行つ た The experimental plot is divided into 121 plots, and three plots are randomly selected from the plots, and the whole is designated as test plot 17 plots. Was
試験区 1はコン トロール (対象区) にし、 一般的栽培法と同様に 畝を盛り上げ、 そのなかに、 そうか病が発生した圃場より収穫され- かつ目視では病斑が見られない、 いわゆる 「見かけ上健全芋」 の馬 鈴薯 (2種ユタカ) を、 種芋と して植え付けた。  Test zone 1 was set as a control (target zone), and ridges were raised in the same manner as in the general cultivation method. In the plot, the so-called “harvest” was harvested from the field where scabs occurred and no lesions were visually observed. Potatoes (apparently healthy potatoes) (two types of Yutaka) were planted as seed potatoes.
試験区 2は、 試料 Aを水で純分 1 1 0 0に希釈した 1 水溶液 に約 3秒間漬け、 種子消毒した後 1 日経過した試験区 1 と同様の馬 鈴薯を、 種芋と して試験区 1 と同様に植え付けた。  In test plot 2, the same potato as in test plot 1 which was immersed for about 3 seconds in 1 aqueous solution of sample A diluted to 1100 with water for 1 second after disinfection of seeds was used as seed potato. Planting was performed in the same manner as in test plot 1.
試験区 3, 4 , 5 , 6及び 7は、 それぞれ種子消毒に試料 B, C , D , Eおよび Gを用いた以外は、 試験区 2 と同様に行った。  Test plots 3, 4, 5, 6, and 7 were performed in the same manner as test plot 2, except that samples B, C, D, E, and G were used for seed disinfection, respectively.
植え付けから 3ヶ月経過後に塊茎を掘り起こ し、 約 2 0 g以上の 塊茎について総塊茎数、 罹病塊茎率 (2 m m程度の病.斑があっても 罹病した馬鈴薯と見なして、 罹病した馬鈴薯を収穫量で割った値) ¾·永め rこ。  Three months after planting, the tubers were dug up, and the tuber weight of about 20 g or more, the total tuber count and the diseased tuber rate (disease of about 2 mm. (Divided by the yield) ¾ ·
その結果を表 4に示す。  The results are shown in Table 4.
【表 4】 [Table 4]
結果 4  Result 4
試験区単位 総 塊 茎 数 罹病塊茎率 ( )  Test plot unit Total tuber count Diseased tuber rate ()
1 35. 7 71. 2  1 35. 7 71. 2
2 38. 7 7. 4  2 38. 7 7.4
3 37. 0 11. 7  3 37. 0 11.7
4 38. 3 34. 3  4 38. 3 34. 3
5 38. 5 27. 2 '  5 38. 5 27. 2 '
6 · 3T. 8 20. 6  6 3T. 8 20. 6
35. 0 58. 0  35.0 58.0
7 I 9 産業上の利用可能性 7 I 9 Industrial applicability
以上説明したように、 本発明の組成物はそうか病に代表される植 物の放線菌による病害に卓越した防除効果があり、 しかも従来のそ うか病に対する薬剤のように毒性が強く なく また揮発性でもないの で、 周囲環境に対する安全性が高く、 施用方法も簡単である。 さ ら に栽培作物に対して薬害を生じない。  As described above, the composition of the present invention has an excellent control effect on the disease caused by actinomycetes on plants represented by scab, and is not as toxic as conventional drugs against scab. Since it is not volatile, it is highly safe to the surrounding environment and its application method is simple. Furthermore, it does not cause phytotoxicity to cultivated crops.

Claims

請 求 の 範 囲 The scope of the claims
1. (A) ェピハロ ヒ ドリ ン, アルキレンジハライ ド, ジェポキサ ィ ド, ジハロゲノアルキルエーテルの群から選ばれる少なく とも 1 つの化合物と、 下記一般式 1. (A) at least one compound selected from the group consisting of epihalohydrin, alkylenedihalide, gepoxide, and dihalogenoalkyl ether;
R. R3 R2 R. R 3 R 2
(R j 、 R2 、 R3 および R4 は水素あるいは炭素 1〜 3の直鎖あ るいは分岐のアルキル基、 Aは炭素数 1〜 6の直鎖あるいは分岐鎖 のアルキル基、 nは 0〜5の整数) (R j, R 2 , R 3 and R 4 are hydrogen or a linear or branched alkyl group having 1 to 3 carbon atoms, A is a linear or branched alkyl group having 1 to 6 carbon atoms, and n is 0 An integer from 5 to 5)
で示されるァミ ンとの反応によって得られる窒素含有の水溶性重合 - 体、 A nitrogen-containing water-soluble polymer obtained by a reaction with an amine represented by the formula:
(B) アルキレンイ ミ ン重合体、 および  (B) an alkyleneimine polymer, and
(C) これらの共重合体  (C) these copolymers
より選ばれた 1種または 2種以上を有効成分と して含有することを 特徵とする放線菌による病害を防除する農業用組成物。 An agricultural composition for controlling diseases caused by actinomycetes, which comprises one or more selected from the group as an active ingredient.
PCT/JP1992/000661 1991-05-24 1992-05-22 Agricultural composition for controlling diseases caused by actinomycetes WO1992020226A1 (en)

Applications Claiming Priority (2)

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JP12002391A JPH04346903A (en) 1991-05-24 1991-05-24 Composition for preventing agricultural crop disease caused by actinomyces
JP3/120023 1991-05-24

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WO1992020226A1 true WO1992020226A1 (en) 1992-11-26

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Publication number Priority date Publication date Assignee Title
NL1002194C2 (en) * 1995-01-31 1999-01-26 Mitsubishi Chem Corp Means and method for preserving the freshness of cut flowers.
WO1999012418A1 (en) * 1997-09-08 1999-03-18 Basf Aktiengesellschaft USE OF POLYMERS CONTAINING β-HYDROXYALKYLVINYLAMINE UNITS AS BIOCIDES

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JP4909518B2 (en) * 2005-02-08 2012-04-04 日鉄環境エンジニアリング株式会社 Control method of continuous cropping failure

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JPS51138799A (en) * 1975-04-14 1976-11-30 Buckman Labor Inc Polymer composite constituted with amine and epichlorhydrine and process for preparing said composite
JPS6118750A (en) * 1982-09-02 1986-01-27 バツクマン・ラボラトリ−ズ・インコ−ポレ−テツド Ionene polymer composition and use
JPH02306905A (en) * 1989-05-19 1990-12-20 Dow Corning Kk Antimicrobial agent
JPH03186391A (en) * 1989-12-14 1991-08-14 Mitsubishi Kasei Poritetsuku Kk Slime control agent and slime control

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS51138799A (en) * 1975-04-14 1976-11-30 Buckman Labor Inc Polymer composite constituted with amine and epichlorhydrine and process for preparing said composite
JPS6118750A (en) * 1982-09-02 1986-01-27 バツクマン・ラボラトリ−ズ・インコ−ポレ−テツド Ionene polymer composition and use
JPH02306905A (en) * 1989-05-19 1990-12-20 Dow Corning Kk Antimicrobial agent
JPH03186391A (en) * 1989-12-14 1991-08-14 Mitsubishi Kasei Poritetsuku Kk Slime control agent and slime control

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL1002194C2 (en) * 1995-01-31 1999-01-26 Mitsubishi Chem Corp Means and method for preserving the freshness of cut flowers.
WO1999012418A1 (en) * 1997-09-08 1999-03-18 Basf Aktiengesellschaft USE OF POLYMERS CONTAINING β-HYDROXYALKYLVINYLAMINE UNITS AS BIOCIDES
US6214885B1 (en) 1997-09-08 2001-04-10 Basf Aktiengesellschaft Use of polymers containing β-hydroxyalkylvinylamine units as biocides

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